As an update, it seems the issue is different from my original suspicions. The issue only pops up when deleting/moving a file when the preview pane is enabled. The plug-in is still trying to use the same CAS ticket and it is not requesting a new one(as I had thought).
Okay I've managed to use the debug_logger plugin to get some more insight. For some reason the $_SESSION['password'] seems to disappear after the move/delete action.
See the attached log+notes for details.
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