It looks like there is a workflow validator on that transition which is failing. Can you provide more detail around the validator? If it is a scripted validator, please include the script.
I'm assuming that you upgraded from an 8.x release. I had a similar problem where certain classes had been deprecated which caused my scripts to fail. Fortunately, someone had run into a similar issue and already posted a solution which worked, so I didn't have to write something from scratch.
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