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A suspension of 3-bromo-4-cyanobenzoic acid (1.65 g, 7.28 mmol) in thionyl chloride (10 mL) is treated with 3 drops of N,N-dimethylformamide, heated at reflux temperature for 1 h and concentrated in vacuo. This acid chloride residue is re-evaporated 3× with toluene to remove any remaining thionyl chloride. A mixture of 3-methyl-4-methoxybenzyl triphenylphosphonium chloride (6.3 g, 14.55 mmol) in toluene at 0° C. is treated dropwise with n-butyllithium (6.1 mL, 2.5 M in hexanes), allowed to come to room temperature, stirred for 2 h, cooled to 0° C., treated dropwise with a solution of the above-obtained acid chloride in toluene, allowed to come to room temperature, stirred for 2 h, quenched with water and concentrated in vacuo. The resultant residue is dispersed in acetone and water, treated with MgSO4 (7.5 g, 62.5 mmol) and KMnO4 (2.18 g, 13.8 mmol), vigorously stirred at 45° C. for 18 h and filtered. The filtrate is diluted with EtOAc, washed sequentially with water and brine, dried over MgSO4 and evaporated to dryness. This residue is purified by flash chromatography (SiO2, 2/1 hexanes/EtOAc as eluent) to afford the title compound as a yellow solid, 1.8 g (69% yield), identified by HNMR and mass spectral analyses. MS m/e 357 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ 2.21 (s, 3H), 3.93 (s, 3H), 7.15 (d, J=8.54 Hz, 1H), 7.81 (d, J=1.38 Hz, 1H),7.85 (dd, J=8.54, 2.14 Hz, 1H), 8.03 (dd, J=8.08, 1.52 Hz 1H), 8.18 (d, J=8.08 Hz, 1H), 8.30 (d, J=1.38 Hz, 1H).

1. temperatureheated
2. temperatureat reflux temperature for 1 h
3. concentrationconcentrated in vacuo
4. customThis acid chloride residue is re-evaporated 3× with toluene
5. customto remove any remaining thionyl chloride
6. customto come to room temperature
7. customto come to room temperature
8. stirringstirred for 2 h
9. customquenched with water
10. concentrationconcentrated in vacuo
11. additionThe resultant residue is dispersed in acetone
12. stirringvigorously stirred at 45° C. for 18 h
13. filtrationfiltered
14. additionThe filtrate is diluted with EtOAc
15. washwashed sequentially with water and brine
16. dry with materialdried over MgSO4
17. customevaporated to dryness
18. customThis residue is purified by flash chromatography (SiO2, 2/1 hexanes/EtOAc as eluent)