Use Rules of Inference,
Method:1 For option1, By transitivity, $(p\rightarrow q) \wedge (q\rightarrow r) \Rightarrow (p\rightarrow r)$
Hence it is valid, apply rules and find out.
Method:2 Proving the statement results in false. That is, for Implication prove ($T\rightarrow F$) case, for conjunction $T\wedge F$ etc..
For option 2: If you prove lhs=T and rhs=F then it is invalid.
Lets start with RHS, for RHS to be false, $(-p\rightarrow -q)$, -p should be true and -q should be false, hence, P is F and Q is T.
Substitute these values in LHS:
$(F\rightarrow T\equiv T)$,
now, LHS=T, RHS=F (LHS --> RHS = T --> F which is False, hence the statement is invalid)