IPod won't update even though it's connected

Whenever I connect my iPod to my computer, it either switches from "Do not disconnect" mode to "OK to disconnect" without even updating! There's nothing wrong with my USB port that I know of, so I'm guessing it's the iPod. Help!
Gateway EV700 Windows ME

It's corrupt. Delete and redownload it.
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IPod won't update even though it's connected

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