He might do best to simply use Logic, unless there are compelling reasons for using Sonar. Windows on a Mac is straightforward enough assuming it's a fairly up to date Mac. Without knowing which Mac it's difficult to say much more.
If it is a G3 or G4 he's basically stuffed because the old power PC machines which pre-date Apple's move to Intel cpus won't run current OS X or anything like it, nor will they run any current software.
An iMac should be fine. Though again, Logic will cost him much less than Sonar+Windows. And it has to be said that for DAW novices OS X's core audio and core MIDI make things much simpler than getting Windows to behave. Though Windows on Mac hardware is often easier to get working well for audio/video than Windows on generic PC hardware because Apple supply the core drivers and they know exactly what every component in a Mac is.
On the downside, Logic has its own peculiarities, isn't as well documented as Sonar and the powerful but arcane and obscure Logic MIDI environment is the worst documented part of it when it needs to be the most documented. There also isn't a forum dedicated to Logic that's anything like as good as this forum. There are sub-forums on KVR, gearsluts etc. but the signal to noise ratio tends to be poor.