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Syncing Problem

suncitybob

iPF Noob
I just bought a used I Pad 1 and I am having a problem syncing songs from my iTunes. It only synced the last 16 songs that I put on iTunes last night, not my entire library of over 300 plus songs. All of the songs are check marked so it should have put them on my iPad. Is there a setting that just allows the uploading of the last songs imported? Quick note when I put it on Music or Movies I only get 6 Quick Steps that goes by so fast I can't tell what they are. I would like to get this music on my I pad tonight because my wife goes in for her chemo treatment tomorrow, not that she can listen to over 20 hrs of music in one day.
 

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