Utterly different from the Pahlavi dictatorship, Imam Khomeini can be characterized as a kind of leading mediator or balancer in the Iranian revolutionary regime. As a result he was inevitably faced with diverse dilemmas in his final decison-makings. From this aspect, this paper will analyze the process resulting in Iran's acceptance of UN resolution 598 in July 1988. And a political confrontation between "conservatives" and radicals" inside the regime will be explored in relation to the ceasefire and post-war restoration problems. The pecuriality of Imam Khomeini's leadership is also discussed in the paper. The post-Khomeini government led by the new supreme leader Khamenehi and President Rafsanjani, who have adopted more realistic policies since June 1989, may be willy-nilly confronted with such a dilemma between Islamic revolutionary ideals and status quo as Imam Khomeini was.