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Why won't my ipod nano sync playlists?

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My ipod no longer sync playlists from itunes. I have the second generation ipod nano and people always tell me to click restore or refresh but the thing is that is nowhere on the screen. All the songs fit into my ipod but it won't go in there. Everytime I try to update it, it says "ipod could not be updated because all playlists selected no longer exist".