Can't update ipod in itunes

My ipod doesn't update in itunes. When i try updating it, the message "Songs on the ipod (said ipod) cannot be updated because all of the playlists selected for updating no longer exist". When i try to manually manage the songs on my ipod, i put the entire library (it fits) onto the ipod, but the ipod erases itself. I have the latest version of itunes and ipod updater.
Dell dimension 4700C   Windows XP  

Now I have the most recent version of itunes, and I still can't update my ipod, and when I try manually managing the songs in itunes, i i have to drag the whole library over to the ipod icon. It looks like its actually doing something for a second, but after a little while all the songs just disappear from the ipod (not in itunes)

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