Can SOMEONE tell me how to connect an iPod to "non-current" HW & SW???????

I have a 292MHZ G3 Wallstreet with a 466 MHZ aftermarket CPU card installed. 392Mb of RAM. Running OS 9.22. What version of iTunes will run? I installed version 2.something and it appears to do everything I need (load songs off a CD into the library). However, when I connect the 3rd gen iPod via a USB cable (into the USB 2.0 PCMCIA card), absolutely nothing happens. I have a rather late version of the iPod updater installed on the POD AND it is formatted for a PC. What version of the updater will work with this hardware, this OS, this iPod, etc.? One of the Apple support documents said I needed to run firewire in a non OS X machine for it to connect to iTunes. I am O.K. using an "old" version of the updater and going out and buying a firewire PCMCIA card. Once I can actually get some updater to run, I am fine with reformatting the Pod. No, I don't want to spend hours/days upgrading to OS X or buy $1000 worth of new hardware. Anyone actually done this connection successfully?
Thanks for any help,
Mike
Wallstreet   Mac OS 9.2.x   3G iPod

Great. So I have to either install OS X, or buy a new mcahine. Can OS X run on a G3 without grinding to a halt?
By the way, I cannot get the iPod to even mount when connected via firewire. The USB/firewire PCMCIA card does not have drivers for OS 9. I thought that this support was built into OS 9. The USB port works (although the iPod will not mount when connected via USB either). Any ideas?
Thanks

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