If you're developing an iPhone web application or just testing your site against the iPhone, you may want to check out iPhoney. iPhoney is not an iPhone simulator but a Mac application that uses Safari and Webkit to give web developers a 320 by 480 (or 480 by 320) testbed on which to test the visual quality of their designs.
Or you can just tell your boss that he needs to buy you a real iPhone for... ah... testing purposes. It is, after all, the only way to make sure your site's 100% compatible.
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