Computer says ipod shuffle synced, but no music shows up

Our family's computer crashed a while back, and my younger brother transfered the music from his ipod shuffle onto the new computer with help from my sister. Now he is trying to get the music back onto the shuffle. When he plugs it in the computer says that it is syncing and then that the sync is complete; however, there is no music transferred to the ipod.
Any thoughts on what to do? Thanks!!

He'll do better if he and everyone else in the family using the shuffle read this:
http://manuals.info.apple.com/en/iPodshuffle_FeaturesGuide.pdf

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Computer says ipod shuffle synced, but no music shows up

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