Humulene is a naturally occurring hydrocarbon present in the seed cone of hops and has been synthesized several times. In one of these, the retrosynthetic strategy was based on the disconnection shown. Deduce the structure, including stereochemistry, of an allylic bromide capable of yielding humulene by an intramolecular Suzuki coupling in the last step in the synthesis. Represent the boron-containing unit as —B(OH)2.
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