This paper considers the moduli spaces (stacks) of parabolic bundles (parabolic logarithmic flat bundles with given spectrum, parabolic regular Higgs bundles) with rank 2 and degree 1 over $mathbb{P}^1$ with five marked points. The stratification structures on these moduli spaces (stacks) are investigated. We confirm Simpsons foliation conjecture of moduli space of parabolic logarithmic flat bundles for our case.