How to migrate to a newer phone without original itunes?

Hello.. I have an iPhone 3G running version 3.1.2. I'd like to upgrade to a 4S or maybe 5. When I first got the 3G I had a Mac G4 MDD running 10.5 and I used iTunes to manage the phone. I also used "push" to sync the phone, the Mac, and my MobileMe account (emails, calendars, contacts, etc..)
Fast forward 4 years... That Mac is dead. There is another Mac (a G4 Mini with 10.5 on it) and an older version of iTunes that has my entire music library on it. I also have a PC w/ XP that can run iTunes 10, but I don't know what will happen if I sync a phone to an XP box. I'm afraid to plug in the phone because I don't want that message asking me to wipe out the phone and marry it to a new iTunes. MobileMe is gone. I did switch to iCloud but lost a lot of sync ability because the phone OS is so old. My calendar lives only on the phone. I also have apps purchased via the phone that are not backed up to iTunes.
So... What do I have to look out for if I switch to a new phone? And, how do I connect it to a new iTunes (The PC has iTunes 10, but the Mini has all the music) somewhere so I can manage it?
Thanks for any help!
PS - I salvaged the hard disk from the dead G4. I have an ATA to firewire adapter but a power spike one day blew the only firewire port on the Mini, so no booting to target disk mode to fix this. I also have an ATA to USB adapter, so I can mount the drive on the Mini and salvage files, if need be. I can't mount it on the PC because it's an HFS+ volume.

I'd agree with Bob. There's no problem installing CS4. You can download a clean install from here:
Other downloads
You may need to clean off the stuff from Time Machine with the Adobe Cleaner here:
Use the CC Cleaner Tool to solve installation problems | CC, CS3-CS6
But if you have no serial number, and no proof of purchase, you're still out of luck.

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