  The serendipitous detection of stellar occultations by Outer Solar System
objects is a powerful method for ascertaining the small end ($r \lesssim 15$
km) of the size distribution of Kuiper Belt Objects and may potentially allow
the exploration of objects as far out as the Oort Cloud. The design and
implementation of an occultation survey is aided by a detailed understanding of
how diffraction and observational parameters affect the detection of
occultation events. In this study, stellar occultations are simulated,
accounting for diffraction effects, finite source sizes, finite bandwidths,
stellar spectra, sampling, and signal-to-noise. Finally, the possibility of
detecting small Outer Solar System objects from the Kuiper Belt all the way out
to the Oort Cloud is explored for three photometric systems: a proposed space
telescope, Whipple (Kaplan et al. 2003), the Taiwanese-American Occultation
Survey (Lehner et al. 2006), and the Multi Mirror Telescope (Bianco 2007).
