I can't get my music from i tunes onto my i pod!!

I had music on an external hard drive which i have managed to put into i tunes but when i sync the i pod it doesn't copy them onto the i pod. Is there any method of getting this music onto it?
The music came from an old i pod and was saved onto the hard drive a while ago. I no longer have the old computer or i-pod to import the music again, just the copy on the hard drive. \if i remeber correctly it was put onto the harddrive using an i-dump programme.
Any tips?

Any tips?
Yeah, try asking in the Using iTunes for Windows forum rather than the *Mac OS X Technologies > iSync* that you've posted this in.
iSync is a Mac-only application that has nothing to do with iPods nor Windows.

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