I think you'll need a script or a bit of plugin code to provide this, but you could either create a "condition" (that would hide the transitions on any issue where there are no hours), or a "validator" (would return the user back to the transition screen if they try to proceed without any data in the field)
I suspect the first one might be more simple, but it depends on what you mean by "actual hours"? Is that a custom field? Or the work logs?
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