By condensation of trans-4-toluenesulfonylaminomethylcyclohexane carbonyl chloride (I) and benzyl 4-hydroxyphenylpropionate (II) by means of Et3N and hot benzene followed by debenzylation using H2 over Pd/C in AcOH.
By condensation of trans-4-cyanocyclohexanecarbonyl chloride (III) and the benzyl ester (II) by means of triethylamine in hot benzene followed by debenzylation using H2 over Pd/C in acetic acid giving the cyanoester (IV), which is then reduced with H2 over Raney-Ni in ethyl acetate - ethanol - water.
By condensation of trans-4-toluenesulfonylaminomethylcyclohexane carbonyl chloride (I) and ter-butyl-4-hydroxyphenylpropionate (V) and performing the hydrolysis with HCl - acetic acid at room temperature.