Tetramic acids have important biological functions. A decanoyl tetramic acid [1] is produced by gram-negative P. aeruginosa as a chemical defense against gram-positive bacteria [Janda, Kim D. et al. Proc. Natl. Acad. Sci. USA. 2005, 102 , 309-314]. The synthesis of an analogous tetramic acid will be explored by tellurium chemistry and the use of pentafluorophenylammonium triflate in the C-acylation of a silyl enol ether related to 1. Energy calculations DFT (G-31 G(d) basis set/ B3LVP functional) with Gaussian 03 have been performed on different enolates of tetramic acids related to 1, and the findings agree with those published previously by the use of an SCF-MO method [Broughton, H.B., Woodward. P. R. J. Comput.-Aided. Mol. Des. 1990, 4, 147].