I can see where there's similarities in the business practices for both Apple and Bose - simplified design and aesthetic appeal at the expense of ultimate performance.
But there really aren't any synergies between the two companies - there's nothing that either company does that particularly benefits the other. One might argue Apple could include Bose branded speakers in MacBooks and iMacs, but frankly... I've heard Bose sound in my parents' Infiniti, I've heard Triports, I've heard Companions. Incorporating Bose branded speakers wouldn't really add any value in terms of sound quality. Additionally, if you haven't noticed, Apple's not fond of putting other brands' labeling on their machines.
Too bad Grado won't put out an iPod styled SR60...
Btw, I have a McIntosh amp (hooked up to a pair of B&W 804s speakers). Whoever mentioned McIntosh earlier... you're right, the sound is glorious - much fuller sounding then my Denon receiver. But (at least price wise) you can easily still go up from McIntosh... Ayre and Krell come to mind...