The synthesis of the difunctionalized compound, bis[5(4H)-oxazolone] derived from hippuric acid and the easily available furan-2,5-dicarboxaldehyde (FDC) is described. This product should be a valuable intermediate to the synthesis of bis(didehydroamino acid) derivatives and bis(amino acids) incorporating a furan ring. The stereochemical aspects of the product, determined on the basis of the NMR spectroscopical data and theoretical calculations using the MOPAC 5.0 program, show that the Z,Z-stereoisomer is preferentially obtained. The same calculations show that the furan oxygen-exocyclic double bond anti, anti conformation is preferred over the anti-syn or syn-syn ones.