[spirochete]

I've attatched a picture of a reaction involving the free radical chain addition of HBr to an alkene.  I have an answer key which only has one product: the first one, with the phenyl group attatched.  But wouldn't the intermediate involve a radical that's delocalized around the ring, making it possible for the hydrogen to attatch at a variety of locations in the second step of the mechanism? 

I also included a picture of the reactant as it was drawn in the problem (with the phenyl group abreviated), just in case I'm somehow misinterpreting the structure.

[macman104]

It's true the radical will be delocalized, but the fact that you lose aromaticity with that product will probably mean it will either be so minor or non-existent.  At least thermodynamically it shouldn't be as stable, I'm not sure about kinetics...