We have numerically investigated the supercontinuum generation and pulse compression in a specially designed all-normal dispersion photonic crystal fiber with a flat-top dispersion curve, pumped by typical pulses from state of the art Ti:Sapphire lasers at 800 nm. The optimal combination of pump pulse parameters for a given fiber was found, which provides a wide octave-spanning spectrum with superb spectral flatness (a drop in spectral intensity of ~1.7 dB). With regard to the pulse compression for these spectra, multiple-cycle pulses (~8 fs) can be obtained with the use of a simple quadratic compressor and nearly single-cycle pulses (3.3 fs) can be obtained with the application of full phase compensation. The impact of pump pulse wavelength-shifting relative to the top of the dispersion curve on the generated SC and pulse compression was also investigated. The optimal pump pulse wavelength range was found to be 750nm < 𝜆𝑝 < 850nm, where the distortions of pulse shape are quite small (< -3.3 dB). The influences of realistic fiber fabrication errors on the SC generation and pulse compression were investigated systematically. We propose that the spectral shape distortions generated by fiber fabrication errors can be significantly attenuated by properly manipulating the pump.