Possible set of reactants:
Interconversion of Acid Derivatives by Nucleophilic Acyl Substitution
Under acidic conditions, the carbonyl oxygen atom is protonated, making it a better electrophile for the reaction to occur. Under basic conditions, the alcohol we are trying to add is deprotonated, making it a better nucleophile.
Hydrolysis of Carboxylic Acid Derivatives
Reduction of Acid Derivatives
Reactions of Acid Derivatives with Organometallic Reagents
A possibly better route of synthesis: