Would a Mac OS X update fix iTunes 5?

I'm currently running Mac OS 10.3.9. If I upgraded to OS X 4, is it likely that iTunes 5 would then allow me to upload music to my iPod mini again? Does anybody know?

Hello TP2GO,
I guess I might be able to go to a local Apple Store to check and see if it works there, but I'm afraid that might cost money I don't have right now.
I was previously running iTunes 4.9 and it wasn't recognizing my iPod mini. In an effort to resolve this, I restored the iPod mini to factory settings, updated its software with the iPod updater, and downloaded iTunes 5. Now, iTunes 5 graciously recognizes my iPod. However, my iPod is empty now (since I restored it) and when I try to upload songs to it either iTunes 5 freezes and I have to force quit (after which iTunes 5 refuses to open again, giving me a -600 error) or my screen goes grey and a black box appears telling me in three different languages to shut off my computer. What's especially weird is that iTunes doesn't seem to have trouble putting podcasts on my iPod mini and a few times it has allowed me to put two or three songs on it, but only from freshly imported CDs, and even after that it will still freeze up / tell me to shut down. I have about 10 songs on my mini now.
I ran a disk repair on my hard drive from the original CDs that came with my iBook-- that had no effect.
Aside from this my computer works just fine -- and the iPod seems to work-- so I don't know. I'd love to hear any ideas because I really miss listening to my music collection on my iPod.
Thank you,
Carolyn

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