'sync music' is disabled.

i needhelp with my itunes.
When i plug my ipod in to update it just sits there & i try to click on the button that says 'sync ipod' or 'update ipod' but it just disables it & wont let me click on it.
so i have had my ipod for 2 years without music.
HELP!please.
diminsion 8100   Windows 98   HeLP!

Check your settings. Has iPod been set to manual sync?

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