The Mac::AppleScript::Glue errors don't look good, it's surprising that iTunes 
is getting updated at all!
Searching the forums it seems a few people have had 1753 errors before, but 
they just went away after a few restarts.
Perhaps there are some temporary files used by the Applescript that get 
corrupted in some way?

The only thing I can suggest is adding the following to the Plugin.pm file to 
enable printing of the Applescript being executed:

 $Mac::AppleScript::Glue::Debug{SCRIPT} = 1;

Perhaps this will shed some light on the problem?

James


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