We report a surgical case of severe left coronary ostial stenosis and aortic regurgitation associated with syphilitic aortitis. A 46-year-old man was referred to our hospital for further examination of effort angina pectoris. Coronary angiography and echocardiography showed severe left coronary ostial stenosis and aortic regurgitation. We initiated treatment with penicillin G injections and an emergency surgery was performed 8 days later. Aortic valve replacement (SJM #23) and coronary artery bypass grafting were also performed. We used in situ left internal thoracic artery (ITA) and right gastroepiploic artery (GEA) to prevent stenosis of the proximal anastomotic site in the late postoperative period. The postoperative course was uneventful.