New iPhone / Old Tiger MacBook that can't upgrade to new iTunes - will iCloud save me?

Hi guys,
Thanks in advance for your advice.  I have a newer iPhone (jailbroken and unlocked if that matters) and an older MacBook 10.4.11 on Tiger.  I tried to link up my new phone with iTunes but got the error that I must have the newer iTunes which is not available for Tiger.  I dutifully tried to upload to Leopard but my computer just stalls at the reboot.   I have made 10g of space on it but it just spins and spins.  It could be my disk drive or maybe more space is needed?   I have two levels of questions
1.   Will the new iCloud service in the Fall bypass this problem anyway?   I could if needed upload things to my work newer at-work computer if it somehow can upload my iphone content from the old phone and then wait it out until September.
2.  Thoughts on why the upgrade won't take for my Tiger MacBook?  
Best,
Summer

You mentioned you had a newer 'at work' computer?
You could sync your old phone to that one and than sync your new phone using the same iTunes account and password.
Your photos, as you probably know, are synced from a photo folder on your computer. If you have this folder shared or on an external drive you could plug that drive into the 'work' computer and sync from that.
An easier method may be for you to back-up your old iPhone on the 'work computer' and then restore the new iPhone from that back-up on the 'work computer'. This would sync your photos, iCal, contacts, etc.

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