[JimboSlice]

I was tasked with coming up with a mechanism for which the creation of this molecule could be accomplished, and it is really racking my brain.

Coming up with the trans- configuration of this molecule is simple, merely a dihalide addition reaction to a methylcyclohexene. However, coming up with the cis molecule is proving to be quite challenging. Could anyone offer some advice?

Thank you.

[It could also be written as (1R,2S)-1,2-dibromo-1-methyl-cyclohexane]

[Babcock_Hall]

I am not certain, but I would use retrosynthetic analysis and think outside the box.