Discussion
In a stable conformer of the following compound :
Answer: A
In the stable conformer the iPr, CH3 and OH groups are all equatorial.
The arrangement described is that of menthol: OH on C-1, isopropyl on C-2 trans to it, and methyl on C-5 cis to it. On a cyclohexane chair, adjacent (1,2) substituents that are trans can both be equatorial, and 1,3-related substituents that are cis can both be equatorial. So one chair places all three groups equatorial.
The ring flip would put all three axial, with severe 1,3-diaxial interactions, so the all-equatorial chair is strongly preferred. The options putting the OH or the methyl axial describe a less stable arrangement that the relative configuration does not force.
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