Thank you for help! Now it's clear. Here is a proposed synthetic route which I made. Is it correct to use TMS group in β-elimination to form the final α,β-unsaturated carbonyl? The problem is that my starting material will be 5-(trimethylsilyl)cyclohex-2-enone which isn't commercially available. I know that this compound could be synthesized from anisole but doesn't make it whole synthesis too complicated?
I thought about using NBS to perform β-elimination, but the problem is the double bond in side chain. Do you have any other ideas about formation of α,β-unsaturated fragment?