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Helpful answers
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Jan 4, 2014 3:36 AM in response to David1111111by lllaass,See:
iTunes: Frequently asked questions about viewing and syncing videos
iTunes: May be unable to transfer videos to iPhone, iPad, or iPod
The phone takes HD videos but your old iPod can only play/sync SD video.
If the Create New version disscussed in the above links does not work you will need a third-party converter like the free Handbrake.