Compound B has molecular formula C6H10O and does not

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This exercise gives us an unknown compound B with molecular formula . We're told that the material does not possess any   bonds. When it's treated with concentrated HBr, the product is cis-1,4-dibromocyclohexane. We're asked to identify the structure of unknown compound B.

The molecular fionnula points towards a saturated alkane with two ring systems (elements of unsaturation) that also contains an oxygen, probably as an ether. Recall that ethers can be cleaved in the presence of concentrated  HBr, becoming brominated in the process. The resulting alcohol from the other fragment can also become brominated, in some cases.