Can someone advise on predicting reagents and reaction conditions?

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Paul D. Jones

The easiest would be to hydrogenate the olefin and the carbonyl followed by etherification with diethylsulfate. If you obtain the wrong diastereomer, the alcohol can be inverted via a Mitsunobu reaction. Google Scholar can help you find the specific conditions.

Sudheesh N

Thanks for the answer. So what will be a applicable procedure for Williamson's etherification. Does NaH work as the base? What may be the preferred solvent? THF? or solventless.