"To be fair, 10.5 was released in 2007 so if you're only on 10.4 (Tiger) then you can't be surprised when software and gadgets don't work."
As someone else pointed out though, iTunes can still be upgraded on a PC running Windows XP, which is at least 6 or 7 years out of date - based on the intended 10 year life of any OS from Microsoft - 5 years as its 'new' OS, and 5 years after a new OS has come out to replace the current one, but security updates and full support is provided for the 'last' OS.
(XP was followed by Vista which was unpopular with users and businesses continued to buy XP machines, then Microsoft extended their support for XP, and even in the last 15 months since launch of Windows 7, anyone who is willing to check can find a business machine from, say, Dell, and pay a 'downgrade' fee of 60 quid to use XP if they wish).
One of the main "plus" points claimed about Apple software and hardware is that the two are developed together and work well, so one wonders why one is forced to upgrade the OS for the latest iTunes to work, and need the latest iTunes to get some other device working.
No, not a fan, but have been in IT for 30 years and to be honest, I can easily understand someone thinking they could buy an Apple product and not know that they have to have some computer running a specific version of iTunes to get it working.
Anyway, for the iPhone users, it's only a matter of time before Android phones overtake. So in answer to ccpccp's question "Is there anyone out there who doesnt have an iPhone now?" Yes, there are millions who don't touch the iPhone, and might never do so.
[Yes, I do own an iMac {running OSX 10.2.8 which I tend to use for web site checking with older versions of browsers of course!} ]