We need to create validators for each status. The validator will check if transition from current state is allowed or not.

public boolean isValidNextStatus(Order order, Status status) {
    switch (order.getStatus()) {
        case CREATED:
            return status == Status.PENDING || status == Status.CANCELED;
        case PENDING:
            return status == Status.IN_PROCESS || status == Status.CANCELED;
        case IN_PROCESS:
            return status == Status.SHIPPED || status == Status.CANCELED;
        case SHIPPED:
            return status == Status.DELIVERED;
        case DELIVERED:
        case CANCELED:
        default:
            return false;
    }
}