This communication reports the group-transfer polymerization of a cyclic trimethylsilyl dienolate, 2-(trimethylsilyloxy)furan (I), initiated with benzaldehyde. The polymerization proceeded in the presence of a tetrabutylammonium salt as the catalyst in THF solvent at 0-50 degreesC. The product was isolated as an ethyl acetate insoluble fraction after acidic work-up. The structure of the product polymer was determined by means of LH NMR, C-13 NMR, and IR spectroscopy to be polylactone 3. The mechanism of the polymerization can be explained by a Michael-type addition of 1 onto the propagating end.