Orgo II mechanism involving some alpha substitutions and enolate chemistry, can anyone help out?

You should recognize that you have an α,ß-unsaturated ketone (carbon 7,8,9 and O), which you should learn in organic 2 that the alkene adjacent to the ketone behaves differently than a typical alkene. Typically it would be non-favorable for an alkene to act as an electrophile, because by electrophilic addition we would have to shift the pi electrons of the alkene somewhere else, causing an unstable negative charge. But by placing an Electron withdrawing group nearby (aka the ketone), we now have resonance stabilization of the formed negative charge, and the reactivity completely changes for the alkene to be a likely electrophilic target for a nucleophile.

So, the nucleophile in this case is going to be the CH2- that you formed by deprotonating the ketone on the far right with LDA, and the electrophilic site will be carbon 7 according to your numbering.

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