Itunes freezes when i try to apply changes to sync options

I added a new playlist to add to my daughter's iPod nano (6th generation).  When I go to add the playlist to the sync and hit 'Apply' iTunes freezes and does nothing.  Any  help?

Apple just released an update to iTunes that says it includes a fix for this issue.
This new update DID fix my issue.  iTunes no longer freezes when applying updates from my iMac to my nano.
So run your software update!
Fixes several issues that may cause iTunes to unexpectedly quit while playing videos, changing artwork size in Grid view, and syncing photos to devices.
Addresses an issue where some iTunes interface elements are incorrectly described by VoiceOver and WindowEyes.
Fixes a problem where iTunes may become unresponsive while syncing iPod nano or iPod shuffle.
Resolves an ordering problem while browsing TV episodes in your iTunes library on Apple TV.

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