this is the problem with IUPAC Nomenclature that I've noticed....too many possible naming, why don't we just stick to 1 and get it done with, let's even rid of the common names
I think common names are definitely on the way out, but old habits die hard. When in doubt, I go with the name that AutoNom generates through ChemDraw. For this compound, it suggests that the name should be 1-(6-bromo-5-methylheptan-3-yl)benzene. I can't tell you how it arrives at that name, but it presumably follows the IUPAC naming conventions.
If you've ever tried to read the IUPAC guidlines on the IUPAC website then you're probably even more confused than when you started. I've gone there looking for answers to a specific naming question and given up after an hour of futile searching.