while configuring outgoing email getting below email. My email is in O365.

[F1 System]

An error has occurred with sending the test email:
com.atlassian.mail.MailException: com.sun.mail.smtp.SMTPSendFailedException: 451 5.7.3 STARTTLS is required to send mail [BMXPR01CA0015.INDPRD01.PROD.OUTLOOK.COM]

at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendWithMessageId(SMTPMailServerImpl.java:224)
at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:176)
at com.atlassian.jira.plugins.mail.webwork.SendTestMail.doExecute(SendTestMail.java:95)
at webwork.action.ActionSupport.execute(ActionSupport.java:165)
at com.atlassian.jira.action.JiraActionSupport.execute(JiraActionSupport.java:63)
at webwork.interceptor.DefaultInterceptorChain.proceed(DefaultInterceptorChain.java:39)
at webwork.interceptor.NestedInterceptorChain.proceed(NestedInterceptorChain.java:31)
at webwork.interceptor.ChainedInterceptor.intercept(ChainedInterceptor.java:16)
at webwork.interceptor.DefaultInterceptorChain.proceed(DefaultInterceptorChain.java:35)
at webwork.dispatcher.GenericDispatcher.executeAction(GenericDispatcher.java:225)
at webwork.dispatcher.GenericDispatcher.executeAction(GenericDispatcher.java:154)
at com.atlassian.jira.web.dispatcher.JiraWebworkActionDispatcher.service(JiraWebworkActionDispatcher.java:139)
at javax.servlet.http.HttpServlet.service(HttpServlet.java:733)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:231)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:52)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.JiraLastFilter.lambda$doFilter$0(JiraLastFilter.java:39)
at com.atlassian.jira.web.filters.steps.ChainedFilterStepRunner.doFilter(ChainedFilterStepRunner.java:74)
at com.atlassian.jira.web.filters.JiraLastFilter.doFilter(JiraLastFilter.java:36)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.core.filters.HeaderSanitisingFilter.doFilter(HeaderSanitisingFilter.java:37)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:39)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.jira.onboarding.postsetup.ui.PostSetupAnnouncementsFilter.doFilter(PostSetupAnnouncementsFilter.java:51)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.jira.tzdetect.IncludeResourcesFilter.doFilter(IncludeResourcesFilter.java:77)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.jira.baseurl.IncludeResourcesFilter.doFilter(IncludeResourcesFilter.java:34)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.applinks.core.rest.context.ContextFilter.doFilter(ContextFilter.java:24)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.applinks.core.rest.context.ContextFilter.doFilter(ContextFilter.java:24)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.applinks.core.rest.context.ContextFilter.doFilter(ContextFilter.java:24)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.applinks.core.rest.context.ContextFilter.doFilter(ContextFilter.java:24)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.applinks.core.rest.context.ContextFilter.doFilter(ContextFilter.java:24)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.servicedesk.internal.web.ExternalCustomerLockoutFilter.doFilter(ExternalCustomerLockoutFilter.java:55)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.mywork.client.filter.ServingRequestsFilter.doFilter(ServingRequestsFilter.java:32)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.jira.plugin.mobile.web.filter.MobileAppRequestFilter.doFilter(MobileAppRequestFilter.java:59)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.jira.plugin.mobile.login.MobileLoginSuccessFilter.doFilter(MobileLoginSuccessFilter.java:54)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.diagnostics.internal.platform.monitor.http.HttpRequestMonitoringFilter.doFilter(HttpRequestMonitoringFilter.java:55)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.analytics.client.filter.UniversalAnalyticsFilter.doFilter(UniversalAnalyticsFilter.java:75)
at com.atlassian.analytics.client.filter.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:33)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.web.servlet.plugin.request.RedirectInterceptingFilter.doFilter(RedirectInterceptingFilter.java:21)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.prettyurls.filter.PrettyUrlsSiteMeshFixupFilter.doFilter(PrettyUrlsSiteMeshFixupFilter.java:32)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.prettyurls.filter.PrettyUrlsDispatcherFilter.doFilter(PrettyUrlsDispatcherFilter.java:55)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.prettyurls.filter.PrettyUrlsSiteMeshFilter.doFilter(PrettyUrlsSiteMeshFilter.java:80)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.prettyurls.filter.PrettyUrlsMatcherFilter.doFilter(PrettyUrlsMatcherFilter.java:51)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.labs.botkiller.BotKillerFilter.doFilter(BotKillerFilter.java:35)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:55)
at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:43)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.MobileAppRequestFilter.doFilter(MobileAppRequestFilter.java:36)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.accesslog.AccessLogFilter.executeRequest(AccessLogFilter.java:93)
at com.atlassian.jira.web.filters.accesslog.AccessLogFilter.doFilter(AccessLogFilter.java:79)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.opensymphony.sitemesh.webapp.SiteMeshFilter.obtainContent(SiteMeshFilter.java:181)
at com.opensymphony.sitemesh.webapp.SiteMeshFilter.doFilter(SiteMeshFilter.java:85)
at com.atlassian.jira.web.filters.SitemeshPageFilter.doFilter(SitemeshPageFilter.java:112)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.pagebuilder.PageBuilderFilter.doFilter(PageBuilderFilter.java:81)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.CommittedResponseHtmlErrorRecoveryFilter.doFilter(CommittedResponseHtmlErrorRecoveryFilter.java:55)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:39)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.troubleshooting.thready.filter.AbstractThreadNamingFilter.doFilter(AbstractThreadNamingFilter.java:46)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.prettyurls.filter.PrettyUrlsCombinedMatchDispatcherFilter.doFilter(PrettyUrlsCombinedMatchDispatcherFilter.java:56)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:55)
at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:43)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.security.xsrf.XsrfTokenAdditionRequestFilter.doFilter(XsrfTokenAdditionRequestFilter.java:46)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.mau.AbstractMauRequestTaggingFilter.doFilter(AbstractMauRequestTaggingFilter.java:40)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.MauEventFilter.doFilter(MauEventFilter.java:49)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.security.JiraSecurityFilter.lambda$doFilter$0(JiraSecurityFilter.java:66)
at com.atlassian.seraph.filter.SecurityFilter.doFilter(SecurityFilter.java:242)
at com.atlassian.jira.security.JiraSecurityFilter.doFilter(JiraSecurityFilter.java:64)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.security.auth.trustedapps.filter.TrustedApplicationsFilter.doFilter(TrustedApplicationsFilter.java:94)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.seraph.filter.BaseLoginFilter.doFilter(BaseLoginFilter.java:148)
at com.atlassian.jira.web.filters.JiraLoginFilter.doFilter(JiraLoginFilter.java:77)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:39)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.oauth.serviceprovider.internal.servlet.OAuthFilter.doFilter(OAuthFilter.java:67)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.pats.web.filter.TokenBasedAuthenticationFilter.doFilter(TokenBasedAuthenticationFilter.java:83)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.prettyurls.filter.PrettyUrlsCombinedMatchDispatcherFilter.doFilter(PrettyUrlsCombinedMatchDispatcherFilter.java:56)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:55)
at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:43)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.util.profiling.filters.RequestProfilingFilter.doFilter(RequestProfilingFilter.java:62)
at com.atlassian.jira.web.filters.JIRAProfilingFilter.doFilter(JIRAProfilingFilter.java:29)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.johnson.JiraJohnson503Filter.doFilter(JiraJohnson503Filter.java:79)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.johnson.JiraJohnsonFilter.doFilter(JiraJohnsonFilter.java:72)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.tuckey.web.filters.urlrewrite.RuleChain.handleRewrite(RuleChain.java:176)
at org.tuckey.web.filters.urlrewrite.RuleChain.doRules(RuleChain.java:145)
at org.tuckey.web.filters.urlrewrite.UrlRewriter.processRequest(UrlRewriter.java:92)
at org.tuckey.web.filters.urlrewrite.UrlRewriteFilter.doFilter(UrlRewriteFilter.java:394)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.servermetrics.CorrelationIdPopulatorFilter.doFilter(CorrelationIdPopulatorFilter.java:30)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:39)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.plugins.authentication.impl.basicauth.filter.DisableBasicAuthFilter.doFilter(DisableBasicAuthFilter.java:70)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.servicedesk.internal.web.CustomerContextSettingFilter.lambda$invokeFilterChain$0(CustomerContextSettingFilter.java:215)
at com.atlassian.servicedesk.internal.api.util.context.ReentrantThreadLocalBasedCodeContext.rteInvoke(ReentrantThreadLocalBasedCodeContext.java:136)
at com.atlassian.servicedesk.internal.api.util.context.ReentrantThreadLocalBasedCodeContext.runOutOfContext(ReentrantThreadLocalBasedCodeContext.java:89)
at com.atlassian.servicedesk.internal.utils.context.CustomerContextServiceImpl.runOutOfCustomerContext(CustomerContextServiceImpl.java:47)
at com.atlassian.servicedesk.internal.web.CustomerContextSettingFilter.outOfCustomerContext(CustomerContextSettingFilter.java:206)
at com.atlassian.servicedesk.internal.web.CustomerContextSettingFilter.doFilterImpl(CustomerContextSettingFilter.java:134)
at com.atlassian.servicedesk.internal.web.CustomerContextSettingFilter.doFilter(CustomerContextSettingFilter.java:123)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.jwt.internal.servlet.JwtAuthFilter.doFilter(JwtAuthFilter.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.analytics.client.filter.JiraAnalyticsFilter.doFilter(JiraAnalyticsFilter.java:30)
at com.atlassian.analytics.client.filter.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:33)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.web.servlet.plugin.request.RedirectInterceptingFilter.doFilter(RedirectInterceptingFilter.java:21)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.troubleshooting.thready.filter.AbstractThreadNamingFilter.doFilter(AbstractThreadNamingFilter.java:46)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.web.servlet.plugin.LocationCleanerFilter.doFilter(LocationCleanerFilter.java:36)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.lambda$doFilter$0(DelegatingPluginFilter.java:57)
at com.atlassian.prettyurls.filter.PrettyUrlsCombinedMatchDispatcherFilter.doFilter(PrettyUrlsCombinedMatchDispatcherFilter.java:56)
at com.atlassian.plugin.servlet.filter.DelegatingPluginFilter.doFilter(DelegatingPluginFilter.java:62)
at com.atlassian.plugin.servlet.filter.IteratingFilterChain.doFilter(IteratingFilterChain.java:37)
at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:55)
at com.atlassian.plugin.servlet.filter.ServletFilterModuleContainerFilter.doFilter(ServletFilterModuleContainerFilter.java:43)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.steps.ChainedFilterStepRunner.doFilter(ChainedFilterStepRunner.java:74)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.core.filters.cache.AbstractCachingFilter.doFilter(AbstractCachingFilter.java:31)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.core.filters.encoding.AbstractEncodingFilter.doFilter(AbstractEncodingFilter.java:39)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at com.atlassian.jira.web.filters.JiraStaticResourceAwareEncodingFilter.doFilterInternal(JiraStaticResourceAwareEncodingFilter.java:20)
at com.atlassian.jira.web.filters.AbstractStaticResourceAwareFilter.doFilter(AbstractStaticResourceAwareFilter.java:59)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at com.atlassian.jira.web.filters.PathMatchingEncodingFilter.doFilter(PathMatchingEncodingFilter.java:41)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.MultipartBoundaryCheckFilter.doFilter(MultipartBoundaryCheckFilter.java:36)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.servermetrics.MetricsCollectorFilter.doFilter(MetricsCollectorFilter.java:25)
at com.atlassian.core.filters.AbstractHttpFilter.doFilter(AbstractHttpFilter.java:32)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.jira.web.filters.steps.ChainedFilterStepRunner.doFilter(ChainedFilterStepRunner.java:74)
at com.atlassian.jira.web.filters.JiraFirstFilter.doFilter(JiraFirstFilter.java:61)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at com.atlassian.gzipfilter.GzipFilter.doFilterInternal(GzipFilter.java:115)
at com.atlassian.gzipfilter.GzipFilter.doFilter(GzipFilter.java:92)
at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193)
at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166)
at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:201)
at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:97)
at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:544)
at org.apache.catalina.valves.StuckThreadDetectionValve.invoke(StuckThreadDetectionValve.java:206)
at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:143)
at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:81)
at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:78)
at org.apache.catalina.valves.AbstractAccessLogValve.invoke(AbstractAccessLogValve.java:698)
at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:364)
at org.apache.coyote.http11.Http11Processor.service(Http11Processor.java:616)
at org.apache.coyote.AbstractProcessorLight.process(AbstractProcessorLight.java:65)
at org.apache.coyote.AbstractProtocol$ConnectionHandler.process(AbstractProtocol.java:831)
at org.apache.tomcat.util.net.NioEndpoint$SocketProcessor.doRun(NioEndpoint.java:1629)
at org.apache.tomcat.util.net.SocketProcessorBase.run(SocketProcessorBase.java:49)
at java.base/java.util.concurrent.ThreadPoolExecutor.runWorker(Unknown Source)
at java.base/java.util.concurrent.ThreadPoolExecutor$Worker.run(Unknown Source)
at org.apache.tomcat.util.threads.TaskThread$WrappingRunnable.run(TaskThread.java:61)
at java.base/java.lang.Thread.run(Unknown Source)
Caused by: com.sun.mail.smtp.SMTPSendFailedException: 451 5.7.3 STARTTLS is required to send mail [BMXPR01CA0015.INDPRD01.PROD.OUTLOOK.COM]

at com.sun.mail.smtp.SMTPTransport.issueSendCommand(SMTPTransport.java:2374)
at com.sun.mail.smtp.SMTPTransport.mailFrom(SMTPTransport.java:1808)
at com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTransport.java:1285)
at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendMimeMessage(SMTPMailServerImpl.java:242)
at com.atlassian.mail.server.managers.jira.EventAwareSMTPMailServer.sendMimeMessage(EventAwareSMTPMailServer.java:30)
at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendWithMessageId(SMTPMailServerImpl.java:198)
... 303 more

[Piotr Zadrożny _Eyzee_]

Hi @F1 System 

Please make sure you checked the TLS option in Outgoing mail (COG -> System -> Outgoing mail) configuration. Your configuration should be similar to this one: 

Best regards,

Piotr